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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Beds: 2 to 2

Longboat Key - 144 properties found

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  • 4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228

    $628,000470 Days on yellowkey   MLS ID: A4643486

    REDUCED by $20,800 (3.2%) on 06/03/2026

    For Sale A4643486 - 4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228 69 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $6,219 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($3,441) + Taxes in 2025 ($518)


    Taxes:$6,219

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $899,000223 Days on yellowkey   MLS ID: A4671664

    For Sale A4671664 - 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1172
       Built: 1979   Tax: $7,815 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,577 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($651)


    Taxes:$7,815

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228

    $450,00075 Days on yellowkey   MLS ID: A4688243

    REDUCED by $25,000 (5.3%) on 06/05/2026

    For Sale A4688243 - 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1975   Tax: $4,538 (2025)
    Community: Portobello
    Condo


    Estimated Monthly Payment: $2,844 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($378)


    Taxes:$4,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #11N, LONGBOAT KEY, FL 34228

    $1,225,27721 Days on yellowkey   MLS ID: A4695843

    For Sale A4695843 - 2301 GULF OF MEXICO DR #11N, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $4,043 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $7,051 (change assumption)
    Mortgage ($6,714) + Taxes in 2025 ($337)


    Taxes:$4,043

    Elementary School: None

    High School: Pine View School

    Tax Year: 2025

    Middle School: None


  • 5125 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $725,000457 Days on yellowkey   MLS ID: A4645905

    2 Days Off yellowkey (back on 6/4/2026)

    For Sale A4645905 - 5125 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 961
       Built: 1983   Tax: $3,448 (2025)
    Community: Seagrape Inn
    Condo


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($287)


    Taxes:$3,448

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,700,00099 Days on yellowkey   MLS ID: A4686539

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,459 (change assumption)
    Mortgage ($9,315) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4420 EXETER DR #303, LONGBOAT KEY, FL 34228

    $599,000149 Days on yellowkey   MLS ID: TB8455704

    REDUCED by $26,000 (4.2%) on 05/13/2026

    For Sale TB8455704 - 4420 EXETER DR #303, LONGBOAT KEY, FL 34228 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970
    Monthly Fee: $1,412
       Tax: $3,678 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($3,282) + Fees ($1,412) + Taxes in 2025 ($306)


    Taxes:$3,678

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2301 GULF OF MEXICO DR #33N, LONGBOAT KEY, FL 34228

    $1,199,00021 Days on yellowkey   MLS ID: A4695318

    For Sale A4695318 - 2301 GULF OF MEXICO DR #33N, LONGBOAT KEY, FL 34228 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,383 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $7,352 (change assumption)
    Mortgage ($6,570) + Taxes in 2025 ($782)


    Taxes:$9,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #12N, LONGBOAT KEY, FL 34228

    $1,225,27721 Days on yellowkey   MLS ID: A4695851

    For Sale A4695851 - 2301 GULF OF MEXICO DR #12N, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,496 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $7,505 (change assumption)
    Mortgage ($6,714) + Taxes in 2025 ($791)


    Taxes:$9,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4340 FALMOUTH DR #D104, LONGBOAT KEY, FL 34228

    $529,000170 Days on yellowkey   MLS ID: A4676925

    REDUCED by $1,000 (0.2%) on 06/03/2026

    For Sale A4676925 - 4340 FALMOUTH DR #D104, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $6,041 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,402 (change assumption)
    Mortgage ($2,899) + Taxes in 2024 ($503)


    Taxes:$6,041

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $950,00032 Days on yellowkey   MLS ID: A4694202

    0 Days Off yellowkey (back on 6/3/2026)

    For Sale A4694202 - 1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981   Tax: $12,005 (2025)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,206 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($1,000)


    Taxes:$12,005

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1135 GULF OF MEXICO DR #505, LONGBOAT KEY, FL 34228

    $1,175,00033 Days on yellowkey   MLS ID: A4694362

    REDUCED by $125,000 (9.6%) on 06/03/2026

    For Sale A4694362 - 1135 GULF OF MEXICO DR #505, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1503
       Built: 1980   Tax: $13,396 (2025)
    Community: Beachplace I
    Condo


    Estimated Monthly Payment: $7,555 (change assumption)
    Mortgage ($6,438) + Taxes in 2025 ($1,116)


    Taxes:$13,396

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,00086 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228

    $699,000597 Days on yellowkey   MLS ID: A4627468

    REDUCED by $25,900 (3.6%) on 04/28/2026

    For Sale A4627468 - 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1276
       Built: 1995   Tax: $7,802 (2024)
    Community: Grand Bay 6
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,480 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($650)


    Taxes:$7,802

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228

    $6,600,000106 Days on yellowkey   MLS ID: A4685503

    1 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $150,000 (2.2%) on 04/30/2026

    For Sale A4685503 - 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 2024   Tax: $50,055 (2025)
    Community: St. Regis
    Spa: No

    Condo


    Estimated Monthly Payment: $40,335 (change assumption)
    Mortgage ($36,163) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1050 LONGBOAT CLUB RD #901, LONGBOAT KEY, FL 34228

    $1,400,00032 Days on yellowkey   MLS ID: A4694717

    For Sale A4694717 - 1050 LONGBOAT CLUB RD #901, LONGBOAT KEY, FL 34228 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1974   Tax: $12,907 (2025)
    Community: Privateer North
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,747 (change assumption)
    Mortgage ($7,671) + Taxes in 2025 ($1,076)


    Taxes:$12,907

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5591 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $900,00063 Days on yellowkey   MLS ID: A4690629

    2 Days Off yellowkey (back on 6/1/2026)

    For Sale A4690629 - 5591 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1073
       Built: 1979   Tax: $3,532 (2025)
    Community: Sea Club Iii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,226 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($294)


    Taxes:$3,532

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1065 GULF OF MEXICO DR #302, LONGBOAT KEY, FL 34228

    $749,000642 Days on yellowkey   MLS ID: A4624142

    INCREASED by $130,000 (21.0%) on 06/01/2026

    For Sale A4624142 - 1065 GULF OF MEXICO DR #302, LONGBOAT KEY, FL 34228 13 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $4,571 (2023)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $4,485 (change assumption)
    Mortgage ($4,104) + Taxes in 2023 ($381)


    Taxes:$4,571

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $995,000313 Days on yellowkey   MLS ID: A4661696

    For Sale A4661696 - 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,142 (2024)
    Community: Beachplace Ii
    Condo


    Estimated Monthly Payment: $6,214 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($762)


    Taxes:$9,142

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228

    $649,900152 Days on yellowkey   MLS ID: A4679011

    REDUCED by $10,100 (1.5%) on 04/30/2026

    For Sale A4679011 - 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228 99 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969
    Monthly Fee: $1,410
       Tax: $6,739 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($3,561) + Fees ($1,410) + Taxes in 2024 ($562)


    Taxes:$6,739

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle






Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.